Application of the Fe₃O₄@1,10‐phenanthroline‐5,6‐diol@Mn nano‐catalyst for the green synthesis of tetrazoles and its biological performance

Abstract

The Fe3O4 magnetic particles were modified with 1,10‐phenanthroline‐5,6‐diol (Phen) and the related Mn complex (Fe3O4@Phen@Mn) synthesized as a heterogeneous catalyst to be used for the one‐pot three‐component synthesis of various tetrazoles. The catalysts were characterized by several methods, such as the elemental analysis, FT‐IR, X‐ray powder diffraction, dispersive X‐ray spectroscopy, scanning electron microscopy, transmission electron microscopy, dynamic light scattering, thermogravimetric‐differential thermal analysis, vibrating sample magnetometer and X‐ray photoelectron spectroscopy. In addition, the antioxidant and antibacterial activities of the catalyst and its Phen ligand were in vitro screened with 2,2‐diphenyl‐1‐picrylhydrazyl by free radical scavenging methods. Results showed that the synthesized compounds possess strong antioxidant activity (IC50; 0.172 ± 0.005 mg ml−1) as well as a good antibacterial potential in comparison to standards.

New Heterogeneous Nano-Catalyst: Synthesis and Catalytic Effect on the Green Synthesis of 1-Substituted and 5-Substituted 1H-Tetrazole Derivatives

“…The plausible mechanism for the synthesis of 1-phenyl-1H tetrazole derivatives by using Fe 3 O 4 @SiO 2 @Im[Br]-SB-Cu (II) nano-catalyst is depicted in Scheme 4. 36 The reaction model using benzaldehyde, hydroxy amine hydrochloride and sodium azide was selected to optimize the conditions for the synthesis of 5-phenyl-1H-tetrazole derivatives (Scheme 5). The results of this investigation are shown in Table 3.…”

Preparation of novel palladium nanoparticles supported on magnetic iron oxide and their catalytic application in the synthesis of 2‐imino‐3‐phenyl‐2,3‐dihydrobenzo[d]oxazol‐5‐ols

“…A novel Pd nano‐catalyst was prepared in the following five successive stages: Stage 1: Preparation of the Fe 3 O 4 magnetic nanoparticles (Fe 3 O 4 MNPs). The Fe 3 O 4 MNPs was prepared according to the literature . Briefly, the mixture of FeCl 3 .6H 2 O (11.44 g) and FeCl 2 .4H 2 O (4.3 g) was dissolved in water (100 ml), and the solution stirred for 0.5 h in 80 °C.…”

Nanomaterial catalyzed green synthesis of tetrazoles and its derivatives: a review on recent advancements

“…55 Similarly, Habibi et al also developed Fe 3 O 4 @1,10-phenanthroline-5,6-diol@Mn nano-catalyst for 1substituted-tetrazole synthesis (Table 3, entry 4). 56 A functionalized magnetic Fe 3 O 4 @WO 3 -EAE-SO 3 H nanocatalyst was prepared by Ghasemzadeh and Akhlaghinia as depicted in the Scheme 4. This nano-catalyst serves as a significant replacement of Brønsted acids and used in rapid preparation of 1-substituted-1H-tetrazoles via cyclization reaction between 1-butyl-3-methylimidazolium azide ([bmim][N 3 ]), triethyl orthoformate and primary amines (Table 3, entry 5).…”